Oleander Hideaway.
Casual waterfront with private boat dock
Casual waterfront with private boat dock
Casual waterfront cottage on a private canal in the Upper Keys. Boat dock, hammocks, slow mornings.
Amenities
The neighborhood, by people who live in it.
Mile markers, empty docks, and water the color of a swimming pool — the Upper Keys are the easiest island trip in America. Here's where we'd send our own friends.
John Pennekamp Coral Reef
The country's first underwater park. Book the morning snorkel boat to the reef.
Key LargoMrs. Mac's Kitchen
License-plate walls and the best key lime pie north of Key West. Cash-friendly, no fuss.
Key LargoRobbie's of Islamorada
Feed the giant tarpon off the dock, then grab a beer at the Hungry Tarpon.
IslamoradaAlabama Jack's
Card Sound Road roadhouse on the water — conch fritters, bikers, and a bluegrass band.
Card SoundAnne's Beach
A shallow, kid-friendly stretch with a boardwalk through the mangroves.
IslamoradaLorelei Cabana Bar
The Keys sunset with a frozen drink and a steel-drum soundtrack.
IslamoradaThe Florida Keys, centered.
Exact address shared at booking confirmation. The map below shows the surrounding neighborhood.